557793-06-3Relevant academic research and scientific papers
Regio- and stereoselectivity of the addition of O-, S-, N-, and C-nucleophiles to the β vinyl oxirane derived from D-glucal
Di Bussolo, Valeria,Caselli, Micaela,Romano, Maria Rosaria,Pineschi, Mauro,Crotti, Paolo
, p. 8702 - 8708 (2007/10/03)
6-O-Trityl- (1a) and 6-(O-benzyl)-substituted epoxide (1b) derived from D-glucal were examined in their addition reactions with O-, C-, N-, and S-nucleophiles. A 1,4-regio- and β-stereoselective or an anti 1,2-addition pathway is commonly observed dependi
New stereoselective β-C-glycosidation by uncatalyzed 1,4-addition of organolithium reagents to a glycal-derived vinyl oxirane
Di Bussolo, Valeria,Caselli, Micaela,Pineschi, Mauro,Crotti, Paolo
, p. 2173 - 2176 (2007/10/03)
(Matrix presented) Epoxide 4 is generated in situ from D-glucal-derived hydroxy mesylate 3. Reaction of epoxide 4 with a series of alkyl- and aryllithium reagents affords 2,3-unsaturated β-C-glycosides with excellent 1,4-regioselectivity and complete ster
